Billing & Payments Specialist I

Say hello to Hagerty

Hagerty is a company built by drivers for drivers. We put our members at the center of everything we do, and are dedicated to making it easier and more enjoyable for enthusiasts to drive and celebrate the machines they love. We’re proud to be the world’s largest insurer of collectible and enthusiast vehicles and are home to the Hagerty Drivers Club, the world’s largest car club. Our Marketplace business presents live and digital sales across the U.S. and Europe, we host a number of driving events and concours, and our award-winning automotive journalists produce the most popular car magazine globally, alongside internationally awarded videos. We’re committed to Never Stop Driving. Ready to get in the driver’s seat? Join us! 

As a Billing & Payments Specialist, you’ll play a key role in ensuring timely, accurate processing and reconciliation of member payments. In this production‑focused role, you’ll support daily billing operations across insurance and membership products—helping maintain smooth financial workflows and exceptional member experiences. Success in this position requires strong communication skills and a collaborative approach, as you’ll work closely with teammates and cross‑functional partners to keep processes running efficiently.

What you’ll do

• Process incoming and outgoing insurance‑related transactions, including premium payments, member refunds, and agent commissions.
• Reconcile daily payments across internal billing, insurance, and payment systems; investigate and resolve variances.
• Analyze, calculate, and execute member payment adjustments.
• Accurately allocate and apply payments to customer policies.
• Identify, research, and escalate payment discrepancies or exceptions.
• Maintain precise records and documentation to support internal controls and audit requirements.
• Partner with peers and internal teams to ensure smooth handoffs, accurate information flow, and consistent member support.

This might describe you

• Experience in billing, treasury operations, finance, or a related field.
• Basic knowledge of payment types (ACH, wire, check) and reconciliation practices.
• Strong communication skills and the ability to collaborate effectively with team members and cross‑functional partners.
• High attention to detail, accuracy, and strong time‑management skills.
• Insurance industry experience is helpful but not required.

Other things to note

• This position will follow a hybrid schedule, working from the office three days per week.
• Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable. For SOX compliant roles, responsible for designing, executing, and documenting internal controls where they have been identified as owners to prevent errors in financial reporting, processes, and business operations. Including attestation to the completeness, accuracy, and compliance of all financial reporting data, where applicable.

If you reside in the following jurisdictions: Illinois, Colorado, California, District of Columbia, Hawaii, Maryland, Minnesota, Nevada, New York, or Jersey City, New Jersey, Cincinnati or Toledo, Ohio, Rhode Island, Washington, British Columbia, Canada please email [email protected] for compensation, comprehensive benefits and the perks that set us apart. 

At Hagerty, we share the road. We are an inclusive automotive community where all are welcomed, valued and belong regardless of race, gender, age, or car preference.  We are united by our shared passion for driving, our commitment to preserve car culture for future generations and our desire to make a positive impact in the world.

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If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!